1,2,3-三唑 BOPAHY 染料及其水溶性三唑鎓盐的合成与光谱性质。
Synthesis and Spectroscopic Properties of 1,2,3-Triazole BOPAHY Dyes and Their Water-Soluble Triazolium Salts.
机构信息
Molecular Design and Synthesis, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
Molecular Imaging and Photonics, Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
出版信息
J Org Chem. 2021 Oct 1;86(19):13774-13782. doi: 10.1021/acs.joc.1c01459. Epub 2021 Sep 13.
Water-soluble BOPAHY fluorophores have not yet been reported. The potential of 1,2,3-triazolium salts for the formation of water-soluble chromophores is explored. 1,2,3-Triazole-substituted pyrroles were synthesized in a metal-free pathway and alkylated to obtain water-soluble 1,2,3-triazolium BOPAHY dyes. High fluorescence quantum yields were observed for triazole-bridged BOPAHY dyes in DCM and moderate fluorescence quantum yields for 1,2,3-triazolium-bridged BOPAHY chromophores in DCM and water. The fluorescence of the freely rotatable 1,2,3-triazolium-linked BOPAHYs is partially quenched in water.
尚未报道水溶性 BOPAHY 荧光团。本研究探索了 1,2,3-三唑盐形成水溶性生色团的潜力。通过无金属途径合成了 1,2,3-三唑取代的吡咯，并对其进行烷基化得到了水溶性 1,2,3-三唑 BOPAHY 染料。在 DCM 中，三唑桥联 BOPAHY 染料表现出高荧光量子产率，在 DCM 和水中，1,2,3-三唑桥联 BOPAHY 生色团表现出中等荧光量子产率。在水中，自由旋转的 1,2,3-三唑键合的 BOPAHY 的荧光部分猝灭。
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